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Hotels in Middlesboro

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Choose from 321 Middlesboro Hotel Deals

Sleep Inn & Suites
Sleep Inn & Suites
2.5 out of 5
1260 N, 12th Street, Middlesboro, KY
  • 7 min walk from Middlesboro Mall
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (725 reviews)
"The property is very clean, all staff were so polite and courteous. Breakfast was very nice. Quite location, nestled in the trees. The park is a few minutes away, several restaurants close by. Don’t miss out on the downtown food options. Sunset view from the front of the building was awesome."

Reviewed on May 26, 2025

Sleep Inn & Suites
Econo Lodge Middlesboro
Econo Lodge Middlesboro
2 out of 5
1623 Cumberland Avenue, Middlesboro, KY
  • 16 min walk from Middlesboro Mall
Stay at this motel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7/10 Good! (386 reviews)
"Clean room!"

Reviewed on May 23, 2025

Econo Lodge Middlesboro
Holiday Inn Express Middlesboro by IHG
Holiday Inn Express Middlesboro by IHG
2.5 out of 5
1252 N 12th St, Middlesboro, KY
  • 4 min walk from Middlesboro Mall
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (651 reviews)
"Seemed to be newly renovated. Everything was clean and comfortable. I have stayed all over the US. This stay was as enjoyable as they come. The staff was absolutely some of the friendliest anywhere. Definitely will be back."

Reviewed on May 18, 2025

Holiday Inn Express Middlesboro by IHG
Boone Trail Inn
Boone Trail Inn
2 out of 5
2105 US HIGHWAY 25 E, Middlesboro, KY
  • 18 min walk from Middlesboro Mall
Stay at this motel in Middlesboro. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
7/10 Good! (91 reviews)
"Very Clean and Extremely Friendly Staff. Thanks for a Great Stay."

Reviewed on Apr 30, 2025

Boone Trail Inn
Suburban Studios Middlesboro
Suburban Studios Middlesboro
2 out of 5
1623 Cumberland Avenue Building B, Middlesboro, KY
  • 17 min walk from Middlesboro Mall
Stay at this hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Bell County Historical Society Museum and Middlesboro ...
7.8/10 Good! (50 reviews)
"Very nice place"

Reviewed on May 25, 2025

Suburban Studios Middlesboro
Holiday Inn Express Williamsburg by IHG
Holiday Inn Express Williamsburg by IHG
2.5 out of 5
56 West Highway 92, Williamsburg, KY
  • 43 min drive from Middlesboro Mall
Stay at this hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (961 reviews)
"Clean holiday in express"

Reviewed on May 28, 2025

Holiday Inn Express Williamsburg by IHG
Days Inn by Wyndham Jellico - Tennessee State Line
Days Inn by Wyndham Jellico - Tennessee State Line
2 out of 5
1417 5th Street, Jellico, TN
  • 32 min drive from Middlesboro Mall
Book a stay at this spa hotel in Jellico. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.2/10 Good! (954 reviews)
"The lawn needed to be mowed, more chairs at the pool, trash in the grassy areas, ants in the room next to ours. Staff was very friendly."

Reviewed on May 25, 2025

Days Inn by Wyndham Jellico - Tennessee State Line
Pine Mountain State Resort Park
Pine Mountain State Resort Park
3 out of 5
1050 State Park Road, Pineville, KY
  • 22 min drive from Middlesboro Mall
Stay at this 3-star golf hotel in Pineville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (564 reviews)
"The property was clean. The staff was friendly and helpful. It was our first time in the mountains and the serene view of the tree covered mountains filled us with peace. We saw a "Wood Thrush" bird up close from the dining room window, which was new experience"

Reviewed on May 29, 2025

Pine Mountain State Resort Park
The Olde Mill Inn Bed & Breakfast
The Olde Mill Inn Bed & Breakfast
2.5 out of 5
603 Pennlyn Avenue, Cumberland Gap, TN
  • 4 min drive from Middlesboro Mall
Stay at this B&B in Cumberland Gap. Enjoy free breakfast, free parking, and conference space. Our guests praise the breakfast in our reviews. Popular attractions ...
9.6/10 Exceptional! (155 reviews)
"We unfortunately could only stay one night, but REALLY enjoyed our stay. Our breakfast was fabulous, and we were happy to see that as vegetarians our needs were met ! We would have liked to have been able to eat earlier, but c'est la vie !"

Reviewed on May 29, 2025

The Olde Mill Inn Bed & Breakfast
Quality Inn
Quality Inn
2.5 out of 5
2608 South Highway 421, Harlan, KY
  • 49 min drive from Middlesboro Mall
Book a stay at this business-friendly hotel in Harlan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very Good! (298 reviews)
"It was nice to get a way for a night or two but they need to clean the vents a use room spray it smelled like vinegar wet dog upstairs. The milk was outdated."

Reviewed on May 30, 2025

Quality Inn
Rodeway Inn
Rodeway Inn
2 out of 5
355 Skidmore Drive, Harlan, KY
  • 48 min drive from Middlesboro Mall
Stay at this motel in Harlan. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
5.6/10 (207 reviews)
Good stay
"Good experience. Very staff was friendly"

Reviewed on Jan 2, 2025

Rodeway Inn
Cumberland Gap Inn
Cumberland Gap Inn
2.5 out of 5
630 Brooklyn Street, Cumberland Gap, TN
  • 5 min drive from Middlesboro Mall
Stay at this motel in Cumberland Gap. Enjoy free WiFi, free parking, and balconies or patios. Popular attractions Cumberland Gap National Historical Park and ...
7.8/10 Good! (569 reviews)
"Great stay"

Reviewed on May 10, 2025

Cumberland Gap Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find cheap hotels in Middlesboro

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